帶有菎哢二甲烷結構的茚駢芴衍生物，由於具有雙自由基性質，因此近年來引起科學家的興趣。過去本實驗室所合成出的碗狀化合物36由於具有茚駢[2,1-a]芴結構，因此希望能藉由適當的路徑以及官能基修飾，得到帶有雙自由基性質的碗狀化合物。
碗狀化合物藉由三氯化銠的催化下，進行氧化反應，可合成出雙酮碗狀化合物，調整反應時間以及催化劑量，已有不錯的產率。雙酮碗狀化合物再利用格林納試劑或有機鋰試劑進行加成，利用氯化亞錫進行脫醇反應，得到具有鄰菎哢二甲烷結構的碗狀化合物，此化合物再經由修改反應溫度，也有不錯的產率，化合物為墨綠色固體。目前已得到乾淨的光譜圖和質量分析數據。

In recent years, scientists are interested in indenofluorene derivatives with quinodimethane structure because of biradical character. In the past, we have synthesized the buckybowl containing indenofluorene structure. Herein, we want to synthesize a buckybowl with biradical character by looking for a suitable condition and modifing functional groups.
Buckybowl 34 was oxidized to buckybowl 38 by ruthenium chloride. The final compound was prepared from buckybowl 38 by 1,2-addition reactions and dealcoholation. Reaction conditions have been optimized. The color of buckybowl 36 is dark green. Finally, we get the NMR and Mass spectrum.

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